This stems from a discussion in another thread, where it is mentioned in WNMHGB that Kirk claims to have known Mitchell for 15 years while at Delta Vega. According to established canon, Kirk is only 31-32 years old at this point, and Mitchell by necessity must be a few years younger than him (assuming he also entered the academy at age 18), so this becomes hard to reconcile. Also hard to reconcile is Kirk's rise to command a starship barely more than a decade after graduating from the academy.
So just for fun, I did a quick and dirty adjustment, moving Kirk's birthday back ten years and attempting to give his starfleet career some breathing room. Purely by mistake, it happened to make the '15-year' remark come out spot on the way I did it. It is shown below. I invite people to comment on it, and also to generate their own 'adjusted' timelines for Kirk's career. I didn't try to account for every known fact about James Kirk. Like I said, this was a quick and dirty first pass. It means Kirk would be 41 instead of 31 when assuming command of Enterprise, and that his youthful appearance is merely the benefit of 23rd Century living.
He can still be the 'youngest man ever to rise to command of a starship.'
So just for fun, I did a quick and dirty adjustment, moving Kirk's birthday back ten years and attempting to give his starfleet career some breathing room. Purely by mistake, it happened to make the '15-year' remark come out spot on the way I did it. It is shown below. I invite people to comment on it, and also to generate their own 'adjusted' timelines for Kirk's career. I didn't try to account for every known fact about James Kirk. Like I said, this was a quick and dirty first pass. It means Kirk would be 41 instead of 31 when assuming command of Enterprise, and that his youthful appearance is merely the benefit of 23rd Century living.

2223- James Kirk is born in Iowa
2240- Kirk enters starfleet academy at the age of 17.
2244- Kirk graduates starfleet academy and is assigned to USS Republic
2246- Kirk promoted to Lieutenant J.G. and reassigned to USS Farragut under Captain Garrovick.
2248- Kirk promoted to lieutenant.
2250- Lieutenant Kirk returns to Starfleet Academy for Command School and ancillary duty as an instructor. During his tenure, he meets Gary Mitchell and also gains some notoriety for cheating the “no-win” scenario.
2251- Lieutenant Kirk assigned as operations officer (Third in Command) of a scout class vessel.
2252- Lieutenant Kirk meritoriously promoted early to Lieutenant Commander, and assumes duties as first officer of his ship.
2256- LCDR Kirk receives early promotion to Commander, assumes command of USS Sacajawea.
2258- CDR Kirk assigned as first officer of USS Constitution. It is clear at this point that Kirk's rise through the ranks has been rapid, and he is now actively being groomed for eventual starship command.
2262- CDR Kirk promoted to Captain, and assumes command of USS Lydia Sutherland, with Gary Mitchell as his first officer.
2263- USS Lydia Sutherland destroyed during the Ghioghe Incident. Most of her crew is saved; Captain Kirk and First Officer Mitchell undergo extensive medical regeneration. Captain Kirk faces a court of inquiry over the loss of his command, and is cleared of any wrongdoing.
2264: Captain Kirk offered command of USS Enterprise.
2265: USS Enterprise begins a standard 5-year mission within the UFP Treaty Exploration Zone, and beyond. Lieutenant Commander Gary Mitchell is lost during an attempt to probe beyond the galaxy's edge. At this point, Kirk has known Gary Mitchell for 15 years.
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